Careers at Shortlister

What We Do

Shortlister is designed to fundamentally improve the RFP process in the human capital space. Our goal is to identify the most compatible vendors with an employer’s budget, demographics, and unique program goals. Using our unique proprietary matching algorithm, we have supported searches impacting over 1,000 employers and millions of employee lives.

Our goal is to attract and retain diverse talent and provide an inclusive environment:

Flexible work environment, option
to work in office or
from home

Top notch benefits including medical,
dental, vision, parental leave and more

Investment in personal and professional
growth of employees

Ground floor of a growing startup

Unlimited Paid-Time
Off (PTO)

Collaborative and
supportive
environment

We are located in Chicago, Illinois & Skopje, North Macedonia

Current Openings

Senior Director of Technology and Product Development

About the Company  

 

Shortlister is designed to fundamentally improve the RFP process in the human capital space. Our goal is to identify the most compatible vendors with an employer’s budget, demographics, and unique program goals.

Using our own unique proprietary matching algorithm, we have supported searches impacting over 1,000 employers and millions of employees lives. Through using Shortlister, you can make faster, higher quality, and more sustainable selections in the human capital marketplace.  

 

About the Position 

 

We are seeking a skilled Senior Director of Technology and Product Development with both leadership and deep technical skills to lead our product development organization and drive the development of our next-gen platform.

In this role, you will be responsible for managing a team of 10+, including product and engineering teams, QA, DevOps, and UI design; leading the application and data architecture efforts for a major upgrade of the Shortlister SaaS platform; and spearheading the migration from today’s legacy systems to the new platform.

This position requires a combination of deep technical expertise and strong leadership to ensure alignment between the technical and product vision. 

 

Key Responsibilities: 

 

  • Lead and grow our cross-functional Product Development team, which spans product, engineering, QA, DevOps, and UI design 
  • Drive the development and execution of the product roadmap, aligning with business objectives and market demands 
  • Oversee the architecture and development of our next-generation SaaS platform 
  • Manage the migration process from legacy systems to the new platform, ensuring minimal disruption to current operations 
  • Collaborate with stakeholders across the organization to gather requirements and prioritize features 
  • Implement software engineering best practices to improve development processes and team efficiency 
  • Ensure the delivery of high-quality, scalable, and secure software solutions 
  • Stay abreast of industry trends and emerging technologies to inform product strategy 
  • Mentor and develop team members, fostering a culture of innovation and continuous improvement 
  • Manage budgets, resources, and timelines for product development initiatives 

 

Qualifications: 

 

  • Bachelor’s degree in Computer Science, Software Engineering, or related field; Master’s degree preferred 
  • 10+ years of experience in software development, with at least 5 years in a leadership role 
  • Proven track record of successfully delivering complex SaaS products 
  • Strong technical background with hands-on experience in full-stack development 
  • Expertise in modern software architecture patterns and cloud technologies (e.g., AWS, Azure) 
  • Expertise in complex legacy-to-next-gen application and database migrations 
  • Experience with contemporary software development methodologies and project management tools 
  • Excellent understanding of data structures, algorithms, and system design 
  • Strong leadership and team management skills 
  • Exceptional problem-solving and analytical capabilities 
  • Outstanding communication skills, both verbal and written 
  • Experience in the HR tech or benefits industry is a plus 

 

What We Offer:  

 

  • Opportunity to get in on the ground floor of a start up and see your contributions make a direct and meaningful impact on the success of the business. 
  • Flexible work environment 
  • Top notch benefits including private health insurance 
  • Invests in personal and professional growth of employees 
  • 20 days paid vacation per year 

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